Trifluoroacetic acid → 1,3-Benzothiazole-6-carbohydrazide trifluoroacetate

HRID 452587Notes

Reaction equation

HRID 452587 reaction equation
[S:1]1[C:5]2[CH:6]=[C:7]([C:10]([NH:12][NH:13]C(OC(C)(C)C)=O)=[O:11])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24]>>[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24].[S:1]1[C:5]2[CH:6]=[C:7]([C:10]([NH:12][NH2:13])=[O:11])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68663659Tert-butyl 2-(benzothiazol-6-ylcarbonyl)hydrazinecarboxylate

Product 1

HCID 686638551,3-Benzothiazole-6-carbohydrazide trifluoroacetateYield 94%

Procedure

A mixture of tert-butyl 2-(benzothiazol-6-ylcarbonyl)hydrazinecarboxylate (5.28 g, 18.0 mmol) and trifluoroacetic acid (20 mL) was stirred at room temperature for 1 hr. Trifluoroacetic acid was evaporated under reduced pressure, and the residue was recrystallized from ethanol to give the title compound (5.18 g, yield 94%) as colorless crystals.

Workup

  1. customTrifluoroacetic acid was evaporated under reduced pressure
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-d5fd8e9be6554006877e76044969f446
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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